Just when the nerd thinks he is going to have the night of his life, Sadie Holmes puts her shiny red high heel in his balls while Macy giggles... This is going to be a long night...They tease him, humiliate him, and break his balls with knees. Macy smothers his face with her perfect ass, making him smell her pussy while Sadie Holmes drives her knee into his balls. Then Macy gets her turn to knee him while Sadie Holmes sits on his face.

Danni has not been following the rules at his place of employment. His boss, Sasha has decided to bend him over the couch in her office and fuck Danni in the ass. Sometimes, that’s the only way males learn. The intern, Chloe, sits nearby and indifferently observes the strap-on punishment while flipping through a magazine. Danni is getting punished because he smiled at Chloe. He should know to never do that. Pretty girls hate Danni. He is offensive. Chloe makes Danni look at her feet while he’s getting fucked. Her feet are the only part of her body that Danni is allowed to touch. Chloe makes Danni suck on her toes. Sasha pegs Danni while he worships the pretty intern’s feet. The women in Danni’s office keep him in chastity. They cannot let a male like him roam around unlocked. Danni has to learn that he does not have the same rights and privileges as other males. That’s because he’s inadequate and not a real man. Danni must please Chloe with foot worship, one of the only ways he can please a woman. If he doesn’t do it right, Sasha will get a bigger strap-on and split his ass wide open. This is what Danni gets for being the office pervert. He really needs to learn to respect the girls’ boundaries. Sasha makes him recite a mantra, to remind him of his place. When she’s done punishing him, Sasha slaps Danni on the ass and sends him right back to his desk in the basement.

Natalie Mars is being trained to be the perfect anal slave. Mistress Lexi has her bound by her arms, nipples, scrotum and ankles. Natalie is helpless to her Mistresses sadistic desires. Natalie's balls and ass are whipped while she struggles in bondage. Mistress brings out the anal beads to stretch & train her ass. Lexi starts with the smaller set pushing them in and pulling them out then advances to a larger set. Lexi decides to double stuff Natalie and pushes both pair in leaving Natalie feeling very full.

Danni has not been following the rules at his place of employment. His boss, Sasha has decided to bend him over the couch in her office and fuck Danni in the ass. Sometimes, that’s the only way males learn. The intern, Chloe, sits nearby and indifferently observes the strap-on punishment while flipping through a magazine. Danni is getting punished because he smiled at Chloe. He should know to never do that. Pretty girls hate Danni. He is offensive. Chloe makes Danni look at her feet while he’s getting fucked. Her feet are the only part of her body that Danni is allowed to touch. Chloe makes Danni suck on her toes. Sasha pegs Danni while he worships the pretty intern’s feet. The women in Danni’s office keep him in chastity. They cannot let a male like him roam around unlocked. Danni has to learn that he does not have the same rights and privileges as other males. That’s because he’s inadequate and not a real man. Danni must please Chloe with foot worship, one of the only ways he can please a woman. If he doesn’t do it right, Sasha will get a bigger strap-on and split his ass wide open. This is what Danni gets for being the office pervert. He really needs to learn to respect the girls’ boundaries. Sasha makes him recite a mantra, to remind him of his place. When she’s done punishing him, Sasha slaps Danni on the ass and sends him right back to his desk in the basement.

Lance is hanging out with Catherine Fox and Ivy Sin (who just turned 18 a couple weeks ago) and they invited him to have a three-some with them. He’s already naked and excited, when they show him Ivy’s huge strap-on, and tell him just what kind of three-some it is going to be...Catherine couches Ivy to grab Lance by the balls and before he knows what’s going on, Ivy has him bent over the couch while Catherine pleasures herself with a vibrator. Being the more experienced one, she couches Ivy on how to make him her bitch...Catherine Fox and Ivy Sin changed positions and now Lance is laid out on his belly getting deep dicked from behind. Catherine continues to her herself off with a vibrator, kissing young Ivy, and getting so turned on by her fucking Lance.She makes Lance worship her feet and then wraps her legs around his head, locking him in place between her shiny pantyhose covered thighs only an inch from her pussy, teasing him while he’s being railed by Ivy.Ivy is young, but knows how to move her hips and work that strapon dildo in his ass.Catherine and Ivy are going to be nice and let Lance cum, but he is going to have to work for it. Catherine lubes up her hand and puts it just close enough to his cock for him to fuck it while Ivy still has her strapon in his ass from behind. He works hard to fuck Catherine’s hand while they laugh at him and Ivy pounds away at his ass. The harder he tries to get off in her hand, the more the dildo is going in and out of his ass.Catherine milks him off all over her shiny tan pantyhose, then wraps her sexy legs around his neck while Ivy’s strapon is still in him and they high five, “This is the best threesome ever!

Mistress Angela White rams her extra long and thick cock straight into the slut-hole of her slave making him beg for every inch. She won't stop stretching out his whore ass until her cock can fit balls deep making him forever gape. Every hole is mercilessly fucked just the way a slaves ass should be.

Look at you all ready. I told you I lost your chastity key, do you trust me to cut your cage off before I fuck you? Now I know one little slip and you might lose your dick so you better sit very still. Now that Ive set you free you know its only so I can get my cock up your ass. You see this giant cock your gonna be taking not so easy now is it. Well lets see if you can hold on. Spread em and lets go.

Domina Helena grabs her slave by the head and him to lube up her black strap on cock with his spit. Domina Helena then pushes her hands into his man pussy to prepare it so she can fuck her slutty slave. She then slides her big cock deep into her slave's man pussy and begins pegging her useless slave. Dahlia Rain, Domina Helena

Princess Raven Bay wants to show her cuckold how well she gets fucked. She is wearing a big pink cock that looks exactly like her boyfriends... She thinks it would be humiliating to fuck her cuckold slave with a cock as big as her boyfriends. She tells him to get on his knees and thank her for the pleasure of being her cuckold. She stretches open his sissy ass with her cock while he whines and whimpers like a bitch. She ends in pile driver with the slaves legs high in the air and his place as a cuckold slave imprinted into his asshole.